Cas no 3704-41-4 (2-(4-nitrophenyl)-1,3-thiazole)

2-(4-nitrophenyl)-1,3-thiazole structure
3704-41-4 structure
Product Name:2-(4-nitrophenyl)-1,3-thiazole
CAS No:3704-41-4
MF:C9H6N2O2S
MW:206.221140384674
MDL:MFCD26794836
CID:1480982
PubChem ID:13546655
Update Time:2025-04-23

2-(4-nitrophenyl)-1,3-thiazole Chemical and Physical Properties

Names and Identifiers

    • Thiazole, 2-(4-nitrophenyl)-
    • 2-(4-nitrophenyl)-1,3-thiazole
    • 2-(4-NITROPHENYL)THIAZOLE
    • MFCD26794836
    • CS-0451731
    • LGDOGDJADXLHLA-UHFFFAOYSA-N
    • 3704-41-4
    • SCHEMBL3072972
    • AS-33324
    • AMY29020
    • 2-[4-nitrophenyl]thiazole
    • 2-(4-nitrophenyl)-thiazole
    • AKOS027252882
    • 2-(4-nitrophenyl) thiazole
    • DB-422152
    • EN300-43937
    • MDL: MFCD26794836
    • Inchi: 1S/C9H6N2O2S/c12-11(13)8-3-1-7(2-4-8)9-10-5-6-14-9/h1-6H
    • InChI Key: LGDOGDJADXLHLA-UHFFFAOYSA-N
    • SMILES: S1C=CN=C1C1C=CC(=CC=1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 206.01508
  • Monoisotopic Mass: 206.01499861g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 211
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 87?2

Experimental Properties

  • PSA: 56.03

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Additional information on 2-(4-nitrophenyl)-1,3-thiazole

Thiazole, 2-(4-nitrophenyl)- (CAS No. 3704-41-4): A Comprehensive Overview in Modern Chemical Biology

Thiazole, 2-(4-nitrophenyl)-, identified by its Chemical Abstracts Service (CAS) number CAS No. 3704-41-4, is a heterocyclic organic compound that has garnered significant attention in the field of chemical biology due to its versatile structural properties and potential biological activities. This compound belongs to the thiazole family, a class of molecules known for their broad spectrum of pharmacological applications, including antimicrobial, antifungal, and anti-inflammatory effects. The presence of a nitrophenyl group at the 4-position of the thiazole ring introduces additional functionalization possibilities, making it a valuable scaffold for drug discovery and medicinal chemistry research.

The structural framework of Thiazole, 2-(4-nitrophenyl)- consists of a five-membered ring containing sulfur and nitrogen atoms, which is a hallmark of thiazole derivatives. This core structure is highly conducive to interactions with biological targets due to its ability to form hydrogen bonds and participate in π-stacking interactions. The nitrophenyl substituent further enhances the compound's potential bioactivity by introducing a polar and electronically rich moiety. Such structural features have made this compound a subject of extensive investigation in the development of novel therapeutic agents.

In recent years, there has been growing interest in exploring the pharmacological properties of thiazole derivatives, particularly those incorporating nitroaromatic groups. Studies have demonstrated that compounds with similar structural motifs exhibit promising activities against various diseases, including cancer, infectious diseases, and neurological disorders. The nitro group in Thiazole, 2-(4-nitrophenyl)- can be further modified through reduction or other chemical transformations, leading to diverse analogues with tailored biological profiles. These modifications are crucial for optimizing drug-like properties such as solubility, bioavailability, and target specificity.

One of the most compelling aspects of Thiazole, 2-(4-nitrophenyl)- is its potential as an intermediate in the synthesis of more complex bioactive molecules. Researchers have leveraged this compound to develop novel inhibitors targeting enzymes involved in metabolic pathways relevant to human health. For instance, studies have shown that derivatives of this scaffold can interact with enzymes such as thioredoxin reductase and cytochrome P450 enzymes, which are implicated in various physiological processes and diseases. The ability to modulate these enzymes offers a strategic approach to developing treatments for conditions like diabetes and cancer.

The synthesis of Thiazole, 2-(4-nitrophenyl)- typically involves multi-step organic reactions starting from readily available precursors. Common synthetic routes include condensation reactions between thioamides or thioureas with α-haloketones or α-bromoaldehydes to form the thiazole ring. Subsequent functionalization at the 2-position with a nitrophenyl group can be achieved through nucleophilic substitution or cross-coupling reactions. These synthetic strategies highlight the compound's accessibility and utility as a building block for more intricate molecular architectures.

The biological evaluation of Thiazole, 2-(4-nitrophenyl)- has revealed several intriguing properties. Preclinical studies have indicated that this compound exhibits inhibitory activity against certain kinases and transcription factors, which are key players in cellular signaling pathways associated with disease progression. Additionally, its interaction with DNA-binding proteins has been explored, suggesting potential applications in anticancer therapy. These findings underscore the importance of this molecule as a lead compound for further drug development efforts.

In conclusion, Thiazole, 2-(4-nitrophenyl)- (CAS No. 3704-41-4) represents a significant advancement in chemical biology research due to its unique structural features and promising biological activities. Its versatility as a scaffold for drug discovery underscores its importance in medicinal chemistry and therapeutic development. As research continues to uncover new applications for this compound and its derivatives, it is likely to remain a cornerstone in the quest for innovative treatments for human diseases.

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